Sulfuric Acid → HCID 21709442, compound

HRID 650851Notes

Reaction equation

HRID 650851 reaction equation
C(O[C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][C:10]=1/[CH:19]=[CH:20]/[C:21]([O:23]C)=[O:22])CCCCCC.S(=O)(=O)(O)O>[OH-].[K+]>[CH2:21]([O:22][C:15]1[CH:14]=[C:13]2[C:18](=[CH:17][CH:16]=1)[CH:9]=[C:10](/[CH:19]=[CH:20]/[C:21]([OH:23])=[O:22])[CH:11]=[CH:12]2)[CH2:20][CH2:19][CH2:10][CH2:9][CH2:18][CH3:17]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 86757255HCID 86757255, compound

Product 1

HCID 21709442HCID 21709442, compound

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

A mixture of 0.8 g of methyl (E)-3-(heptyloxynaphth-2-yl)acrylate and 10 ml of 10 percent methanolic potassium hydroxide solution is allowed to stand for 16 hours at room temperature. Thereafter, acidification is effected with aqueous 1 N sulfuric acid with continuous stirring and with cooling, extraction is effected with methylene chloride and the organic phase is washed several times with water, dried over magnesium sulfate and evaporated down. Crystallization from hexane/ethyl acetate gives (E)-3-(6-heptyloxynaphth-2-yl)acrylic acid.

Workup

  1. temperaturewith cooling
  2. extractionextraction
  3. washthe organic phase is washed several times with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated down
  6. customCrystallization from hexane/ethyl acetate

Sources & evidence

ORD record
ord-8057f1859bcc4f529b18487bbd60e247
Source dataset
uspto-grants-2001_08
Patent number
US06277502B1

Reaction notes

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